There's a member on here who triple wrists it (an Omega Seamaster on left wrist, a Rolex Daytona on the right, and AW next to the Seamaster), but it doesn't mean you should follow his example.
I think your problem is you didn't get the SS and thus it's not "nice enough" for a night out. There is a number of members who came from a collection of luxury mechanicals including multiple Rolexes and have permanently relegated them to the drawer because they find the AW too useful.
Yep, my Rolex and Omegas are drawer jewelry at this point (haven't had a chance to sell them.) I would never imagine wearing a Rolex and an Apple Watch simultaneously. That just seems desperate.
Ultimately, if the President can constantly wear a Fitbit Surge with a suit, then we're fine with an Apple Watch no matter what the band or case material is.
